Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Question
Chapter 17, Problem 19P
Interpretation Introduction
Interpretation:
An explanation for lower basicity of amides over
Concept introduction:
The basicity of amines depends upon the availability of lone pairs of electrons on the nitrogen atom. More the availability of electrons for donation, higher is the basicity.
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Students have asked these similar questions
19-33
Rank the amines in each set in order of increasing basicity.
(b)
sbims ne
(a)
NH2
NH2
N.
H
(c)
H
(d)
NH2
NH2
NH2
H3C
H2
(е)
NH2
CH,NH,
CONH,
2262 Sat Aor 6
1 Which one of the following compounds is the strongest acid?
CNH2
-NH2
-CO2H
OH
CI-
СОН
CH
CH
C
A
B
2. Which one of the following amines will not produce an amide when mixed with an acid chloride?
NH
PHCH,NH2
PHNH2
Et,NH
A
C
3. What is the major product of the following sequence of reactions?
CH3 1) NBS, hv
(excess)
C(OH)3
CHO
CO2H
CH2O
2) NaOH, H20
(excess)
A
В
C
4. What is the major product of the following intramolecular aldol condensation reaction?
E
NaOH
H20
(dehydration)
A
C
3.
D.
B
b) Fill in the boxes to synthesize the following primary amines
i)
ii)
iv)
Br
ΝΗ
1)
2)
3) aqueous workup
1) KOH
2)
3) H2N-NH2
NH3, HOAc, NaCNBH3
1) NaN3
2) PPh 3, H₂O
NH₂
NH₂
Chapter 17 Solutions
Organic Chemistry
Ch. 17 - Practice Problem 17.1 Give an IUPAC systematic...Ch. 17 - Prob. 2PPCh. 17 - Practice Problem 17.3 Write structural formulas...Ch. 17 - Practice Problem 17.4
Show how each of the...Ch. 17 - Practice Problem 17.5
Show how you could prepare...Ch. 17 - Practice Problem 17.6
(a) Which of the carboxylic...Ch. 17 - Prob. 7PPCh. 17 - Prob. 8PPCh. 17 - Practice Problem 17.9
Esters can also be...Ch. 17 - Prob. 10PP
Ch. 17 - Prob. 11PPCh. 17 - Practice Problem 17.12
What products would you...Ch. 17 - Practice Problem 17.13 (a) Provide the reagents...Ch. 17 - Prob. 14PPCh. 17 - Practice Problem 17.15 Using decarboxylation...Ch. 17 - Practice Problem 17.16 Diacyl peroxides, ,...Ch. 17 - Prob. 17PCh. 17 - Give an IUPAC systematic or common name for each...Ch. 17 - Prob. 19PCh. 17 - Prob. 20PCh. 17 - 17.21 What major organic product would you expect...Ch. 17 - Prob. 22PCh. 17 - Prob. 23PCh. 17 - Prob. 24PCh. 17 - Prob. 25PCh. 17 - 17.26 What products would you expect to obtain...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - 17.28 Indicate reagents that would accomplish each...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - Prob. 30PCh. 17 - Prob. 31PCh. 17 - Prob. 32PCh. 17 - 17.33 On heating,...Ch. 17 - Prob. 34PCh. 17 - Prob. 35PCh. 17 - 17.36 Show how pentanoic acid can be prepared from...Ch. 17 - 17.37 The active ingredient of the insect...Ch. 17 - Prob. 38PCh. 17 - Prob. 39PCh. 17 - Give stereochemical formulas for compounds AQ:...Ch. 17 - 17.41 -Glyceraldehyde can be transformed into...Ch. 17 - Prob. 42PCh. 17 - Prob. 43PCh. 17 - 17.44 Given here are the NMR spectra and carbonyl...Ch. 17 - 17.45 Compound Y dissolves slowly when warmed...Ch. 17 - Prob. 46PCh. 17 - Prob. 47PCh. 17 - Prob. 48PCh. 17 - Prob. 49PCh. 17 - Prob. 50PCh. 17 - Prob. 51PCh. 17 - 17.52 Starting with 1-naphthol, suggest an...Ch. 17 - Suggest a synthesis of ibuprofen (Section 5.11)...Ch. 17 - Prob. 54PCh. 17 - Prob. 55PCh. 17 - Prob. 1LGPCh. 17 - Prob. 2LGPCh. 17 - Prob. 3LGPCh. 17 - Prob. 4LGP
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